3. [Antiviral agents/4th communication: the aromatically substituted carbonic acid amide structure in potentically virustatic compounds (author's transl)]
A Kreutzberger, H H Schröders Arzneimittelforschung. 1975 Jul;25(7):994-7.
After the conversion of nitrosubstituted aromatic carboxylic acids (3) into the corresponding carboxylic acid chlorides (2), the N-[1-adamantyl]-carboxylic acid amides 4a, 4b, and 4c may be obtained through interaction with 1-amino-adamantane (1). By the same reaction principle,1-adamantyl acetylchloride (6) obtained from 1-adamantyl acetic acid (7) reacts with 2-nitroaniline (5) to give 1-adamantyl-acetic acid-[2-nitroanilide] (8), which may be converted into 2-[1-adamantyl-methyl]-benzimidazole (10) via N-[1-adamantyl-acetyl-]-o-phenylenediamine (9).